Discover Your Perfect Ascutney Vacation Homes

Best Vacation Homes in Ascutney

House
Map-icon
like-icon10.0
Exceptional
(76 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $229/Night 7 Nights - US $1,605
star-icons-3
House
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 6 Guests 1948.27 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $507/Night 7 Nights - US $3,547
star-icons-3
Hotel
Map-icon
like-icon9.6
Exceptional
(387 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $178/Night 7 Nights - US $1,246
Cabin
Map-icon
like-icon10.0
Exceptional
(64 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $190/Night 7 Nights - US $1,333
star-icons-3
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
5 Bedrooms 2 Baths 9 Guests 2195.84 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $429/Night 7 Nights - US $3,003
Cabin
like-icon10.0
Exceptional
(25 Reviews)
2 Bedrooms 2 Baths 6 Guests 1400 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $427/Night 7 Nights - US $2,987
Apartment
like-icon10.0
Exceptional
(23 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $191/Night 7 Nights - US $1,339
Condo
like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 4 Guests 700 ft²
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
More amenities
US $207/Night 7 Nights - US $1,448

Ascutney Luxury Rentals

House
Map-icon
16 Bedrooms 19 Baths 39 Guests
  • Internet
    Internet
  • Child Friendly
    Child Friendly
More amenities
US $3,967/Night 7 Nights - US $27,770
star-icons-4
House
like-icon6.0
Good
(1 Review)
1 Bedroom 3 Baths 10 Guests 3595.15 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $961/Night 7 Nights - US $6,730
star-icons-3
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 4 Baths 9 Guests 3465.98 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $912/Night 7 Nights - US $6,386
House
Map-icon
like-icon8.0
Excellent
(2 Reviews)
4 Bedrooms 3 Baths 9 Guests 3464 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $812/Night 7 Nights - US $5,682
House
like-icon9.0
Exceptional
(68 Reviews)
5 Bedrooms 3 Baths 10 Guests 3600 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $773/Night 7 Nights - US $5,414
House
like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 4 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
US $604/Night 7 Nights - US $4,226
House
4 Bedrooms 2 Baths 8 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $526/Night 7 Nights - US $3,685
House
Map-icon
like-icon9.8
Exceptional
(42 Reviews)
5 Bedrooms 3 Baths 10 Guests 3000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $487/Night 7 Nights - US $3,410

Ascutney Pet Friendly Vacation Rentals

Cabin
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 1 Bath 4 Guests 520 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $329/Night 7 Nights - US $2,305
Cabin
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 4 Guests 520 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $342/Night 7 Nights - US $2,395
Cabin
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 4 Guests 520 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $338/Night 7 Nights - US $2,363
Cabin
2 Bedrooms 1 Bath 4 Guests 520 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $343/Night 7 Nights - US $2,402
Cabin
2 Bedrooms 1 Bath 4 Guests 520 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $337/Night 7 Nights - US $2,356
House
like-icon10.0
Exceptional
(90 Reviews)
4 Bedrooms 2 Baths 8 Guests 2800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $429/Night 7 Nights - US $3,005
House
Map-icon
like-icon10.0
Exceptional
(23 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $380/Night 7 Nights - US $2,658
House
like-icon10.0
Exceptional
(16 Reviews)
3 Bedrooms 2 Baths 6 Guests 1950 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $420/Night 7 Nights - US $2,937

Ascutney Large Vacation Homes

Villa
like-icon9.6
Exceptional
(15 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $242/Night 7 Nights - US $1,691
Villa
like-icon9.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $217/Night 7 Nights - US $1,519
House
like-icon10.0
Exceptional
(10 Reviews)
4 Bedrooms 2 Baths 10 Guests 2199 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $309/Night 7 Nights - US $2,162
Villa
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 3 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $256/Night 7 Nights - US $1,793
Cabin
like-icon9.8
Exceptional
(98 Reviews)
4 Bedrooms 4 Baths 14 Guests 3000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $444/Night 7 Nights - US $3,107
Villa
like-icon9.6
Exceptional
(17 Reviews)
3 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $299/Night 7 Nights - US $2,091
House
Map-icon
like-icon8.8
Fabulous
(9 Reviews)
5 Bedrooms 2 Baths 9 Guests 2200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $280/Night 7 Nights - US $1,958
Condo
3 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $294/Night 7 Nights - US $2,058

Discover & compare premier experiences around Ascutney

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Ascutney Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Ascutney

When should you plan your Vacation Rentals stay?

Finding the ideal time to visit here can enhance your experience, so consider the seasonal climate and local events when planning your stay in this charming region.

Peak Season Highlights

summer
Summer (June to August)

During the warm summer months, you can enjoy the scenic beauty and outdoor activities that this destination offers. It's an ideal time for exploring local trails and participating in outdoor adventures.

Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
autumn
Fall (September to November)

Autumn brings vibrant foliage and crisp air, making it a perfect season to experience the region's natural beauty. Visitors often find this period ideal for scenic drives and outdoor exploration.

Average Temperature Daytime: 60-70°F - Nighttime: 40-50°F

Off-Season Highlights

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Winter (December to February)

The winter months transform the area into a serene retreat with snow-covered landscapes, attracting visitors seeking a peaceful winter getaway and winter sports enthusiasts.

Average Temperature Daytime: 20-35°F - Nighttime: 10-20°F
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Spring (March to May)

As the region thaws, spring unveils blooming flora and milder weather, offering a quiet opportunity to explore before the busy summer season begins.

Average Temperature Daytime: 45-60°F - Nighttime: 30-40°F

Weekly Weather Forecast for Ascutney

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor grilling with a well-equipped barbecue area, perfect for gatherings in the region’s scenic surroundings.
  • Take advantage of private patios or decks to relax and soak in the natural beauty characteristic of this destination.
  • Benefit from on-site parking spaces designed for convenience during your stay in the area.
  • Make use of spacious yards for outdoor activities or simply unwinding amid the local landscape.
  • Explore nearby hiking trails from the property, providing direct access to the region’s outdoor adventure opportunities.
  • Utilize outdoor furniture for comfortable dining and lounging while enjoying the fresh air of this destination.
  • Access outdoor fire pits that create cozy evenings under the stars in the surrounding area.
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Family Activities

  • Ascutney Mountain Resort: Experience family-friendly skiing and snowboarding during winter or enjoy scenic hiking trails in the warmer months, making it an all-year destination for outdoor fun.
  • Vermont Institute of Natural Science (VINS): Discover interactive exhibits and nature programs that educate children about local wildlife and conservation efforts, providing an engaging learning experience for the whole family.
  • Connecticut River Walk & Bikeway: Take a leisurely stroll or bike ride along the scenic river path, offering beautiful views and a relaxing atmosphere perfect for family outings.
  • Local Farmers' Markets: Visit nearby farmers’ markets to enjoy fresh produce, handcrafted goods, and a taste of regional Vermont culture, ideal for a family-friendly shopping experience.
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Adult Activities

  • Hiking at Mount Ascutney State Park: Explore scenic trails with panoramic views, ideal for outdoor enthusiasts seeking an authentic Vermont experience.
  • Wine Tasting in Local Vineyards: Visit nearby vineyards to sample regional wines and enjoy the serene countryside atmosphere of this destination.
  • Golfing at Area Courses: Play a round on well-maintained courses that provide a relaxing yet engaging activity amidst the natural beauty of the region.
  • Kayaking and Canoeing on Local Rivers: Discover peaceful waterways perfect for water-based adventures that let you unwind while taking in the scenic surroundings.

Ascutney Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Outdoor Activities: Take advantage of the area's natural beauty by engaging in outdoor pursuits such as hiking or biking to truly experience the scenic landscape here.
  • Plan Ahead for Seasonal Events: Check the regional calendar for seasonal festivals or events, which can enrich your stay and provide a deeper connection to the local community.
  • Select the Right Accommodation: Choose a vacation rental that offers convenient access to popular spots in the region, enhancing your overall experience here.
  • Immerse Yourself in the Regional Cuisine: Sample local flavors at nearby eateries or prepare meals with fresh ingredients sourced from the area to enjoy authentic regional tastes during your visit.

Transportation Options

  • Car Rentals: Renting a vehicle is a convenient way to explore this area at your own pace, especially when staying in one of the nearby vacation rentals.
  • Public Transit: Local bus services provide an economical and environmentally friendly option to reach key destinations within the region.
  • Taxi and Rideshare Services: Accessible and reliable, these options allow you to quickly get around from your vacation rental to nearby attractions or amenities.
  • Airports: The closest regional airport offers convenient flights for travelers coming from afar, making access to this destination straightforward.

Local Customs Options

  • Traditional Vermont Greetings: You’ll notice that locals often greet visitors with warm, friendly smiles and a simple “Hello” as a reflection of the area's welcoming community.
  • Farmers' Markets Etiquette: When visiting local farmers' markets in this region, it’s customary to engage directly with vendors and support sustainable, locally grown produce.
  • Respect for Nature: In the area, outdoor enthusiasts are encouraged to follow Leave No Trace principles to preserve the scenic beauty that draws visitors to this destination.
  • Community Events Participation: Participating in seasonal festivals and communal gatherings is a cherished custom that helps you connect with the local culture here.

Ascutney Vacation Rental Frequently Asked Questions

2. Which vacation homes in Ascutney are best for families?

If you are looking for a family-friendly vacation home in Ascutney, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Ascutney:

3. How many Rentbyowner vacation rentals are available in Ascutney?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 88 in the Ascutney area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Ascutney. 

4. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the specific property you choose. It’s best to review the individual listing details or contact the owner directly to understand their cancellation terms and any associated fees.

5. How do I confirm my booking for a rental in this destination?

Bookings are secured once you complete the reservation process for the selected property. Be sure to review all details carefully, and reach out to the property owner if you have any questions before confirming your stay.

6. Are there any additional fees I should be aware of when booking here?

Some properties may include additional charges such as cleaning fees, service fees, or taxes. Check the listing description thoroughly or contact the owner for clarification on any extra costs associated with your stay.

7. What amenities can I expect in vacation rentals in this region?

Amenities vary by property but often include essentials like Wi-Fi, parking, and fully equipped kitchens. Review each listing to see the specific amenities offered to ensure your needs are met.

8. Is there a minimum stay requirement for booking in this area?

Minimum stay requirements depend on the property and season. It’s recommended to read the listing details or contact the owner directly to confirm the length of stay required for your dates.

Ascutney Top Rated Vacation Rentals

Cottage
Map-icon
like-icon9.6
Exceptional
(84 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $210/Night 7 Nights - US $1,471
star-icons-4
Resort
like-icon8.8
Fabulous
(211 Reviews)
7 Baths 47 Guests 991.82 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $140/Night 7 Nights - US $980
Condo
like-icon6.0
Good
(1 Review)
2 Bedrooms 2 Baths 6 Guests 969 ft²
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
More amenities
US $287/Night 7 Nights - US $2,007
star-icons-3
House
1 Bedroom 1 Bath 4 Guests 699.65 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $215/Night 7 Nights - US $1,505
Apartment
Map-icon
like-icon8.0
Excellent
(2 Reviews)
2 Bedrooms 1 Bath 4 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $175/Night 7 Nights - US $1,226
House
Map-icon
3 Bedrooms 1 Bath 7 Guests 2000 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $579/Night 7 Nights - US $4,053
Condo
3 Bedrooms 3 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $528/Night 7 Nights - US $3,696
Condo
2 Bedrooms 2 Baths 6 Guests 969 ft²
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
More amenities
US $470/Night 7 Nights - US $3,287